PHOTOCHROMIC DIHETARYLETHENES. 8. A NOVEL ROUTE TO THE SYNTHESIS OF 3,4-BIS(2,5-DIMETHYL-3-THIENYL)FURAN-2,5-DIONE AS A POTENTIAL PHOTOCHROME

Authors

  • В. З. Ширинян N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913
  • М. М. Краюшкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913
  • Л. И. Беленький N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913
  • Л. Г. Воронцова N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913
  • З. А. Старикова A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow 117813
  • А. Ю. Мартынкин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 117913
  • В. Л. Иванов M. V. Lomonosov State University, Moscow 119899
  • Б. М. Ужинов M. V. Lomonosov State University, Moscow 119899

Keywords:

3,4-bis(2,5-dimethyl-3-thienyl)furan-2,5-dione, 3,4-bis(2,5-dimethyl-3-thienyl)cyclobutenedione, 3,4-dithienylfuran-2,5-diones, 1,2-dithienylethenes, squaric acid dichloride, Friedel–Crafts reaction with thiophenes, Baeyer–Villiger oxidation, photochromism

Abstract

There is proposed, and in the case of 2,5-dimethylthiophene carried out, a novel route to the synthesis of 3,4-dithienylfuran-2,5-dione type photochromes. This is done in two stages, the first being a Friedel–Crafts reaction of the starting thiophene with the dichloride of squaric acid and the second is a Baeyer–Villiger oxidation of the 3,4-bis(2,5-dimethyl-3-thienyl)cyclobutenedione to give the target 3,4‑bis(2,5-dimethyl-3-thienyl)furan-2,5-dione.

How to Cite
Shirinyan, V. Z.; Krayushkin, M. M.; Belen'kii, L. I.; Vorontsova, L. G.; Starikova, Z. A.; Martynkin, A. Yu.; Ivanov, V. L.; Uzhinov, B. M. Chem. Heterocycl. Compd. 2001, 37, 77. [Khim. Geterotsikl. Soedin. 2001, 81.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1017588717074

Published

2001-01-25

Issue

Section

Original Papers